A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

Search and Rent Longboat Key Condos

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Longboat Key condo rentals

A wooden pathway leading to a beach with lush greenery and a clear sky.

1. Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.4 out of 10, Exceptional, (84 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
$281 nightly
The price is $314
Sep 29 - Sep 30
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat
A sandy beach path flanked by dense green foliage leading to the ocean.

2. Beach Castle Bliss #22 by RVA

Beach Castle Bliss #22 by RVA
Longboat Key
9.6 out of 10, Exceptional, (51 reviews)
"The walks to the bay and Gulf were shorter than we anticipated (bonus: a couple of restaurants are a short walk away, too). Sunrise over the bay just a few steps from our unit, and sunsets over the Gulf just across the street. The unit itself was clean, comfortable, with plenty of space. And the pool area is very well maintained. Overall, it's exactly what we wanted from our Longboat Key getaway."
United States
Robert S.
$431 nightly
The price is $484
Sep 29 - Sep 30
Total with taxes and fees
Beach Castle Bliss #22 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

3. Poolside Peace – Silver Sands Resort #242 by RVA

Poolside Peace – Silver Sands Resort #242 by RVA
Longboat Key
9.2 out of 10, Wonderful, (79 reviews)
"Great location just steps from the beach. Nice room for a little family weekend trip. The beach was beautiful & lots to do around the area. Definitely would love to come back! "
United States
Canaan B.
Poolside Peace – Silver Sands Resort #242 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

4. Silver Sands #247S – 2BR/2BA Resort, Sleeps 6

Silver Sands #247S – 2BR/2BA Resort, Sleeps 6
Longboat Key
9.4 out of 10, Exceptional, (6 reviews)
"Loved my stay! Very clean and welcoming! "
United States
Nichole H.
$437 nightly
The price is $491
Oct 2 - Oct 3
Total with taxes and fees
Silver Sands #247S – 2BR/2BA Resort, Sleeps 6
A sandy beach path flanked by dense green foliage leading to the ocean.

5. Seaside Escape – Beach Castle #24 by RVA

Seaside Escape – Beach Castle #24 by RVA
Longboat Key
9.2 out of 10, Wonderful, (51 reviews)
"Loved staying here"
United States
James
$279 nightly
The price is $313
Sep 29 - Sep 30
Total with taxes and fees
Seaside Escape – Beach Castle #24 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

6. 1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (98 reviews)
"Great view, clean, beautiful!"
United States
Bethany
$312 nightly
The price is $349
Sep 29 - Sep 30
Total with taxes and fees
1BR Beach Getaway – Silver Sands #254 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

7. Coastal Comfort – Silver Sands Resort #233 by RVA

Coastal Comfort – Silver Sands Resort #233 by RVA
Longboat Key
8.8 out of 10, Excellent, (35 reviews)
"3rd time here already booked another trip. So easy! Love it here!"
United States
Emily
$264 nightly
The price is $296
Sep 29 - Sep 30
Total with taxes and fees
Coastal Comfort – Silver Sands Resort #233 by RVA
A sandy beach path flanked by dense green foliage leading to the ocean.

8. Gulf Getaway – Beach Castle #12 by RVA

Gulf Getaway – Beach Castle #12 by RVA
Longboat Key
9.6 out of 10, Exceptional, (43 reviews)
"Amazing resort and housing. Will be back and enjoying all that Beach Castle has to offer!"
United States
Blake S.
$468 nightly
The price is $525
Sep 29 - Sep 30
Total with taxes and fees
Gulf Getaway – Beach Castle #12 by RVA
A beach with clear turquoise water and a sandy shore.

9. Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (84 reviews)
"The cabana was a fantastic place to escape. It had easy access to both the beach and the pool. My kids loved every moment there."
United States
Roxana P.
$266 nightly
The price is $297
Oct 4 - Oct 5
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

10. Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
Longboat Key
8.8 out of 10, Excellent, (44 reviews)
"Beach was perfect!"
United States
Carmela D.
$295 nightly
The price is $331
Oct 1 - Oct 2
Total with taxes and fees
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
A beach with clear blue water and a sandy shore, framed by green foliage.

11. Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
Longboat Key
8.4 out of 10, Very good, (23 reviews)
"Excellent place to stay. "
United States
Hadley R.
$300 nightly
The price is $336
Sep 29 - Sep 30
Total with taxes and fees
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
A wooden pathway leading to a beach with lush greenery and a clear sky.

12. Silver Sands #245S Resort by RVA

Silver Sands #245S Resort by RVA
Longboat Key
9.0 out of 10, Wonderful, (31 reviews)
"Location, pool out the patio door, clean beach, just steps out door to ocean. Great staff at check-in & out. Clean grounds"
United States
Nancy J.
$421 nightly
The price is $473
Sep 30 - Oct 1
Total with taxes and fees
Silver Sands #245S Resort by RVA
A modern living room with a balcony overlooking the sea, a flat-screen TV, a sofa, and a coffee table.

13. Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (119 reviews)
"TCI is a great place to stay. Close to the beach, grocery store, shopping and walking paths. The condo was very clean and has all the amenities needed. The staff if very approachable and easy to connect with for any questions. This is our 2nd stay and we will return."
United States
Anonymous traveler
$326 nightly
The price is $360
Oct 4 - Oct 5
Total with taxes and fees
Sunset and beach view from your balcony Unit 403
A wooden pathway leading to a beach with lush greenery on either side.

14. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
$259 nightly
The price is $290
Sep 29 - Sep 30
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

15. Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.0 out of 10, Wonderful, (110 reviews)
"This place is a little dated but extremely clean! We will stay here again! The location to the beach was unmatchable!"
United States
Jessica C.
$324 nightly
The price is $364
Sep 29 - Sep 30
Total with taxes and fees
Gulf Front Escape – Silver Sands #252 by RVA
A beach with clear turquoise water and a sandy shore.

16. Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (93 reviews)
"The location of the condo is 10 out of 10. The views and beach access cannot be beat. We enjoyed the space and appreciated the small but functional kitchen. We even found some beach supplies and an umbrella in the closet! This is a very great space and location. We will be back!"
United States
Anthony B.
$356 nightly
The price is $394
Oct 14 - Oct 15
Total with taxes and fees
Best views of the beach from your balcony Unit 301
A beach with clear turquoise water and a sandy shore.

17. Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (78 reviews)
"It was nice. Enjoyed being on the beach and having a feeling of spaciousness."
United States
Eloisa A.
$310 nightly
The price is $348
Oct 4 - Oct 5
Total with taxes and fees
Newly Renovated 1BR – Cabana Beach #5 RVA
A balcony with a view of a beach, a pool, and palm trees.

18. Island Time: Open Tues - Sat, 4 Night Stay!

Island Time: Open Tues - Sat, 4 Night Stay!
Longboat Key
10.0 out of 10, Exceptional, (135 reviews)
"Great view of the beach and could watch sunset right from balcony, host was awesome, she gave all.kinds of suggestions and was very quick to respond to any questions we had. Would recommend this unit to anyone. They have beach supplies so you dont have to buy any of that. Longboat was very beautiful area."
United States
Gina
$330 nightly
The price is $370
Sep 29 - Sep 30
Total with taxes and fees
Island Time: Open Tues - Sat, 4 Night Stay!
A living room with a sofa, a coffee table, and a TV. There is a balcony with a view of the ocean.

19. End of summer sale Take a peek awesome reviews 50 feet from sand

End of summer sale Take a peek awesome reviews 50 feet from sand
Longboat Key
10.0 out of 10, Exceptional, (152 reviews)
"This location is one of our favorite vacation spots - we try to come back every spring. This room was recently renovated and looks great, and the view of the beach is very relaxing. The host is very experienced and makes this trip a breeze. We’ll be back!"
United States
Angie E.
$510 nightly
The price is $572
Oct 8 - Oct 9
Total with taxes and fees
End of summer sale Take a peek awesome reviews 50 feet from sand
A room with a view of the beach, a sofa, a chair, and a coffee table with decorative items.

20. 2BR Gulfside Paradise – Longboat Key by RVA

2BR Gulfside Paradise – Longboat Key by RVA
Longboat Key
9.8 out of 10, Exceptional, (87 reviews)
"Beautiful location- perfect for the whole family."
United States
Dana B.
$440 nightly
The price is $494
Sep 29 - Sep 30
Total with taxes and fees
2BR Gulfside Paradise – Longboat Key by RVA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Longboat Key Hotel Reviews

Island Time: Open Next Week!

Island Time: Open Next Week!

10/10 Excellent
"If you are looking for a great experience at Longboat Key. This is it. Heidi, the host was great. She was easy and quick to respond to any and all questions. She even sent cake for my birthday (Thanks again). The condo location is outstanding, right on the beach and our view was phenomenal. We had the best sunsets each night. The condo was well maintained and equipped with all your basic needs. Would highly recommend and hope to stay again."
Jennifer B. 4-night trip
Posted 3 days ago
Island Time: Open Next Week!

Price trends for Condo Rentals in Longboat Key

Less expensive
More expensive
Next month
September
March
$392
Month
Price
January
$443
February
$563
March
$567
April
$460
May
$420
June
$473
July
$467
August
$409
September
$382
October
$392
November
$407
December
$446
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Condo Rentals in Longboat Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Longboat Key

Longboat Key Condo Rentals information

Number of reviews
1,302
Accommodation
553 Condo Rentals
Lowest Price
$290
Highest Price
$572

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